Gallocyanin compounds and process of making them.



Hans MAINISFELD, or ILUDWIGSHAFEN-O1\T=THE-REI1\TE, GERMANY, AYSSIGNOR T BADISCHE ANILIN & SODA FABRIK, OF- LUDWIG S-HAFEN- ON-THE-RHINE, GER- MANY, n coaPoRATIoNJ eAL ocYA-Nm COMPOUNDS AIND 'raocnss or MAKING'THEM. I

No Drawing.

To all whomz't may concern.-

Be it known that I, HANS- llhnsrnrln,

Ph'. 1)., chemist, subject of the King of Prussia, residing at Ludwigshafen-on-the-Rhine, Germany, haveinvented new and useful Improvementsin Gallocyanin Compounds and Processes of Making Them, of which the following is a, specification. V

I have found that gallocyaninsand derivat-ives thereof canlbe converted into condensation products thereof by heating the said gallocyanins or .derivatives thereof with dihydroxy tartaric acid, or .With tartronic acid. The acids can be employed" either as such or in the form of their salts, 'lf an acld be present durlng the reaction,

and. the acid may be added in the form'of I the gallocyanin salt of such acid.

Incarr m out this invention the allo- Y v cyanin colorlng matters or substltution products or derivatives or leucocompounds thereof may be employed; and the reaction may be carried out either with or Without the addition of acid; other than that re- 'quired to set free the dihydro-Xy tartaric acid, or the tart-ron ic ac'id. The-condensation products are first produced in thefcondition of their leuco compounds, which have 4 the advantage over the ordinary 'leuco com} agents on gallocyanins, that'the'y are more easily soluble and are, consequently, more ing: matters. 40

pounds, obtained by the action 'of reducing suitable for printing purposes. The coloring matters which are. obtainable from the leuco compounds by oxidizing them by air or other oxidizing agent 1 dye mordanted wool shades which are bluer than those obtained from the corresponding initial color- My new compounds are characterized by mbeing easily soluble in. water andin sulfuric acid; the,y yield dull greenish broi vn sol'u- Jtions inglacial-acetic acidjand 1n "amyl' alcohol,- and they yield on mordanted wool shades which are bluer and considerablystrongerv than :the shades produced by the initial'-ga1l ocyanins. I I Since the products obtal-n'ed'by' employting tartronic acid are identical Wither very similar to the products obtained whemelnploying' dihydroxy-tartaric' acid, tartronlc acid I may be considered. as equivalent-"to dihydroxy-tartario acid for the purposes of this invention.

Specification Letters Patent.

- Patented May 28,191 21.

Application filed May 20, 1911. Serial m;- 628,510.

The following examples will serve to illustrate how my invention can be carried into practical effect, but the invention is not confined to these-examples. The parts are by Weight. I

Example 1: Heat together slowly, while stirring, thirty-live parts of prune (obtainable from nitroso-dimethyl-anilin'and the methyl ester of gallic acid), twenty-six parts of eighty-six per cent.

hundred parts of water, four and thirtyis reached, the gallocyanin dissolves and,

in from ten to twenty minutes, the original violet-blue solution turns dull brown. "lhe, reaction mixture can then be'directly employed for dyeing purposes, or the leucocompound can be salted out, filtered. off,

and dried at a low temperature.

Example 2: Stir together, for .three hours,

at ordinary temperature, thirty-fife parts I parts of. "twenty-eight per cent sulfuric acid. As soon as the boiling point I I sodium dihydroxy tartrate, from fifty to one of. gallocyanin hydrochlorid (obtainable I from ga'llic acid and nitroso dimethyl-anilin' l, twenty-six parts of eighty-six per cent. sodiumdihydroxytartrate, twenty-five parts ofsthirty-tivo per cent. hydrochloric acid, .and one hundred parts of ivater. Then place the vessel-under reduced pressureand dry the contents while the said vessel is subjected to "an external-temperature not exceeding one hundred degrees ccntigr ade.

In a similar manner, other ga'llocyanins,

.or substituted gallocyanins, forginstance anilido gallocyanin, can be conve ted into. '-the leucocondensation products. Instead of water, other solvent, orsuspens on agent, i 'for instance alcoholand I glacial arctic-acid, may be employed.

Now what 3. claim 1s I 1. The process of producing compounds of the ga llocyanin scries 'byreacting on a gallocyanln compound Wltll. dlh cdroxytartaric acid.

I 2. Theprocess of producing a compound" of the gallocyanin 'SQIIGS-flg I reacting on gallocyanin hydrochlorid with dil vdro .\'ytartaric acid. I I

3. As new articles" of manufacture the compounds of the gallocyal-iiu series which are obtainable by reacting on a gallocyanin compound with dihydroxy-tartaric acid which compounds are soluble in Water and in sulfuric acid, yield dull greenish brown solutions in glacial acetic acid and in ainyl alcohol and which yield on mordanted wool shades which are bluer and considerably stronger than the shades produced by the initial gallocyanins.

a. As an article of manufacture the compound which can be obtained by reactin'g on gallocyanin hydrochlorid with dihydroXy-tarta'ric acid which new compound is soluble in Water and is also soluble in sulfuric acid yielding a solution which possesses little color, but which on the addition of an oxidizing agent turns deep blue, which new compound is also soluble in glacial acetic acid and in amyl alcohol yielding dull greenish brown solutions, and which yields on inordanted wool shades-Which are bluer and considerably stronger than those obtainable from gallocyanin hydroehlorid.

In testimony whereof I have hereuntoset my hand in the presence of two subscribing Witnesses.

HANS MANSFELD. Witnesses:

J. ALEo. LLOYD, A. O. TITTMAN. 

